Pyridine → 3-Carbamoylisoxazol-5-ylmethyl 4-nitrophenyl carbonate

Participants

Reaction Conditions

Reaction Steps

2.84 g (14.07 mmol) of 4-nitrophenyl chloroformate are added portionwise to a solution of 2.00 g (14.07 mmol) of 3-carbamoylisoxazol-5-ylmethanol, 1.71 mL (21.11 mmol) of pyridine and 0.17 g (1.41 mmol) of N,N-dimethylaminopyridine in 15 mL of dichloromethane, cooled to about 0° C. The medium is stirred at 0° C. for 1 hour and then at room temperature for 1 hour. The precipitate formed is filtered off and then rinsed thoroughly with diisopropyl ether. After drying under vacuum at about 60° C., 3.12 g of expected product are obtained in the form of a white solid, which is used without further purification in the following step.

Provenance & Evidence